反应详情

温度

90 °C

A mixture of 6-chloro-3,3-dimethyl-2,3-dihydro-pyrrolo[3,2-c]pyridine-1-carboxylic acid tert-butyl ester (340 mg, 1.2 mmol), cyclopenten-1-ylboronic acid (270 mg, 2.4 mmol), potassium carbonate (414 mg, 3.0 mmol) and dichlorobis(tri-o-tolyl-phosphine)palladium(II) (38 mg, 0.04 mmol) in 1,4-dioxane (6 mL) and water (1.5 mL) was degassed and heated in a reaction vial at 90° C. for 2 h. The reaction mixture was cooled, water (20 mL) was added and the product was extracted with EtOAc (2×20 mL). The combined organic layers were dried, filtered and the solvent evaporated. The crude material was purified by column chromatography (SiO2, petrol-EtOAc 0-60%) to afford the title compound (213 mg, 57%). MS: [M+H]+=315.

1. customwas degassed
2. temperatureThe reaction mixture was cooled
3. additionwater (20 mL) was added
4. extractionthe product was extracted with EtOAc (2×20 mL)
5. customThe combined organic layers were dried
6. filtrationfiltered
7. customthe solvent evaporated
8. customThe crude material was purified by column chromatography (SiO2, petrol-EtOAc 0-60%)